Winchester Homes and Condos for Sale

54 Properties
Page 1 of 5
$1,100,000
Subdivision: Rural
5
Beds
4
Baths
6,369
Sq.Ft.
1960
Year Built
35
Days on Site
20022226
MLS
Stunning Federal Flemish brick ranch on 23 +/- gently rolling acres convenient to I-64. Turn on the tree-lined driveway to circular drive. Custom foyer w/leaded glass, marble floors & transoms. 8...
$695,000
Subdivision: Rural
3
Beds
2
Baths
1,454
Sq.Ft.
1990
Year Built
608
Days on Site
1906947
MLS
Bring your cows, goats, sheep, and alpacas! And your fishing poles, hiking boots and your 4 wheelers! No restrictions! This sprawling 224 +/- acre completely fenced farm can be yours today! The...
Under Contract
865 Darby Trace Winchester, KY 40391
$550,000
Subdivision: The Ridings
4
Beds
2F11/2
Baths
2,489
Sq.Ft.
1991
Year Built
18
Days on Site
20023740
MLS
Equestrian's Dream! This lovely property is located in The Ridings, an equestrian residential development with riding path, only minutes from Winchester and 15 min from Lexington. The immaculate 4...
$514,900
Subdivision: Fairway Villa
5
Beds
3F11/2
Baths
3,680
Sq.Ft.
2005
Year Built
80
Days on Site
20019134
MLS
Location, Location, Location!! Close to downtown, bypass, and Winchester Country Club. Situated on a quiet cul-de-sac this beautiful two-story brick home with a beautiful back yard oasis will win...
$500,000
Subdivision: Witherspoon
4
Beds
4
Baths
5,083
Sq.Ft.
1906
Year Built
29
Days on Site
20023062
MLS
Stunning turn of the century home loaded w/ character. The first floor features an expansive foyer w/hardwood floors, stunning chandelier valued at over $12,000, & fireplace; library with coffered...
$499,500
Subdivision: Fairway Villa
6
Beds
4F11/2
Baths
5,256
Sq.Ft.
2000
Year Built
61
Days on Site
20020602
MLS
Back on the market and with a reduced price! A custom built home on a cul-de-sac in one of Winchester's small exclusive neighborhoods. Close to downtown and the Winchester Country Club. This...
$499,000
Subdivision: The Ridings
3
Beds
2F11/2
Baths
2,732
Sq.Ft.
1991
Year Built
25
Days on Site
20023303
MLS
You know before you open the door, this stately 2-story brick home is move-in ready. From the 5-Sereine Acres, mature tree lined drive and landscaping, airy sunroom, oversized deck outside to the...
$498,000
Subdivision: Rural
3
Beds
3
Baths
2,872
Sq.Ft.
2018
Year Built
120
Days on Site
20016108
MLS
Are you looking for your forever home in the country? This could be it! This meticulously maintained (smoke free and pet free) custom home was built in 2018 with special attention to every small...
$475,000
Subdivision: Thomson Addition
4
Beds
3
Baths
5,516
Sq.Ft.
1954
Year Built
87
Days on Site
1920763
MLS
Relax and enjoy on the serene back screened-in porch. Walk to Winchester's charming downtown to shop, dine or antique. Spacious and elegantly appointed home featuring formal and informal rooms for...
$379,900
Subdivision: Pilot View
3
Beds
3
Baths
2,315
Sq.Ft.
1998
Year Built
32
Days on Site
20022690
MLS
*2 Properties Included* Such a picturesque setting for this modern Log Cabin! Walking into the great room you are welcomed by a floor to ceiling stone fireplace and tons of light. Stairs lead to loft...
$369,900
Subdivision: Earlymeade
5
Beds
4F11/2
Baths
4,038
Sq.Ft.
2004
Year Built
14
Days on Site
20024098
MLS
Come home to this beautiful spacious 2 story brick home on finished basement! This home offers traditional formal living room or home office, formal dining room, family room with built in cabinets...
$335,000
Subdivision: Trapp
3
Beds
2F11/2
Baths
2,336
Sq.Ft.
2007
Year Built
49
Days on Site
20021698
MLS
Watch the birds, enjoy the sounds of nature, and truly relax on the covered front or back porch. One level living where serenity nature and peace meet on 8.190 acres, parcel 5 (6.761 acres) and...
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